Issue 6, 2019
From the journal:

RSC Advances

DMSO-mediated palladium-catalyzed cyclization of two isothiocyanates via C–H sulfurization: a new route to 2-aminobenzothiazoles†

Guangkai Yao,ac   Bing-Feng Wang,ab   Shuai Yang,ac   Zhi-Xiang Zhang,ac   Han-Hong Xu ORCID logo *ac  and  Ri-Yuan Tang ORCID logo *ab  

* Corresponding authors

a Key Laboratory of Natural Pesticide and Chemical Biology, Ministry of Education, South China Agricultural University, Guangzhou 510642, China
E-mail: hhxu@scau.edu.cn, rytang@scau.edu.cn

b Department of Applied Chemistry, College of Materials and Energy, South China Agricultural University, Guangzhou 510642, China

c State Key Laboratory for Conservation and Utilization of Subtropical Agro-Bioresources, South China Agricultural University, Guangzhou 510642, China

Abstract

DMSO was found to activate arylisothiocyanates for self-nucleophilic addition. A subsequent intramolecular C–H sulfurization catalyzed by PdBr2 enables access to a wide range of 2-aminobenzothiazole derivatives in moderate to good yields. This is the first example of a DMSO-mediated Pd-catalyzed synthesis of 2-aminobenzothiazoles through cyclization/C–H sulfurization of two isothiocyanates.

Graphical abstract: DMSO-mediated palladium-catalyzed cyclization of two isothiocyanates via C–H sulfurization: a new route to 2-aminobenzothiazoles

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Article information

DOI
https://doi.org/10.1039/C8RA09784D
Article type
Paper
Submitted
28 Nov 2018
Accepted
20 Jan 2019
First published
25 Jan 2019
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2019,9, 3403-3406

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DMSO-mediated palladium-catalyzed cyclization of two isothiocyanates via C–H sulfurization: a new route to 2-aminobenzothiazoles

G. Yao, B. Wang, S. Yang, Z. Zhang, H. Xu and R. Tang, RSC Adv., 2019, 9, 3403 DOI: 10.1039/C8RA09784D

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